[Dare] Person above sissy dare

[Abbb]

Watch tv and every time a new girl appears on TV take one article of guy's clothes off and put on something cute and girly in its place after you completely change for every 5 minutes it took you you must wear it for an hour

[StringSissy]

Wear a bright thong as a whale tale in a shopping center for 15 min.

[Juanmessy]

Put on the sluttiest outfit you have and add tons of makeup, make sure you have plenty of bright red or pick lipstick on. Get out your largest toy and start sucking on it for 15 minutes, make sure you gag at least twice a minute. Then, fuck yourself in the ass with it until you cum.

[Detonater]

For one month, whenever you are home alone, you must be wearing sissy attire. If you have visitors, you may wear normal clothes, but make sure to keep a pair of girls underwear on. Also , because sissies need to have nice, plump butts, four times a week for the duration of the month, you must do 100 (Or as close as you can get) squats while wearing exercise leggings, a thong and a sports bra.

[jackelx8386]

fuck your ass with your biggest toy and while you are gapeing put your own cum in your ass how you will do it is you will save 10 loads in a cup and keep it in the freezer/ fridge till you are ready then warm it up and pour it in your ass

[Lil Jazzy]

go out in public at night while being dressed as a Sissy - hide from cars passing by and stay outside till 10 cars or People cross the street in front of you

[User200202]

Wear dirtiest pair of panties you have

[Lil Jazzy]

Wear a stuffed bra for a day

[jackelx8386]

wear a sports bra and panties everyday for a month

[Dontcallmesissy]

Obviously sway ur hips whenever outside. The more feminine, the better! If willing, add female shoes, and if especially daring, wear heels. Dont forget to add lipstick for a week

I can do dares with a female friend, but nothing sexual

[Abbb]

Put on a fashion show in front of a mirror or your friend for 30 minutes, change your outfit 5 times in that time. Extra kudos if you have full make-up on and take photos.

[Sissyslut1]

Get fully dressed as close to a maid as possible, insert your buttplug, put on your hand cuffs in front of you. You are to clean your entire room, listening to girly pop music, once you have finished you can try to sissygasm for one hour with whatever toy you choose.

[Dontcallmesissy]

Dress in your sluttiest outfit, wear your highest heels, insert the biggest buttplug you have - or if you do not have one (but I bet you do) insert a cucumber up your ass held in by your panties. Now practice your sissy catwalk walk in your living room with the curtains open. Walk back and forth 50 times.

I have a female friend who i can do dares with, but nothing sexual

[zackertman]

Play dress-up with your friend for a total of 2 hours or more! She can choose outfits for you to wear, make sure to display each onw in a runway walk and she will rate your performance and the outfit.

I just bought pantyhose and plan on buying heels soon, maybe something involving those please!

[tacos753]

Put on the pantyhose and heels. Now you are not allowed to remove them for 12 hours